Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOP(=O)(CC(=O)Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1)OCC
InChiKey
RFMVALBUVDXPSS-UHFFFAOYSA-N
Route Signature
e40d2130668535f8e41afe43f42ccf63d24590a55fdaa6ac2ee5202898b13e26
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ad0185d18b36f0e0f449395b",
"signature": "e40d2130668535f8e41afe43f42ccf63d24590a55fdaa6ac2ee5202898b13e26",
"contentHash": "46d15c353076909945dd7517c0bb16d1ee26bcf9a96db82983f2278eab537cd2",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_5493290c6400b071c7a84674",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09992",
"moleculeId": "sa_44c2e3ae92de0c9f847af871",
"smiles": "CCOP(=O)(CC(=O)Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1)OCC",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_44c2e3ae92de0c9f847af871",
"inchikey": "RFMVALBUVDXPSS-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(CC(=O)Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1)OCC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16764",
"routeId": "sa_ad0185d18b36f0e0f449395b",
"moleculeId": "sa_44c2e3ae92de0c9f847af871",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_44c2e3ae92de0c9f847af871",
"inchikey": "RFMVALBUVDXPSS-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(CC(=O)Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1)OCC"
},
"smiles": "CCOP(=O)(CC(=O)Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1)OCC",
"reactionStepId": "sa_6282dbc1f80a793afd6edb05",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031877A1;0282;1831288\",\"rsmi\":\"O[C:7]([CH2:6][P:4]([O:3][CH2:2][CH3:1])(=[O:5])[O:29][CH2:30][CH3:31])=[O:8].[NH2:9][c:10]1[cH:11][c:12]2[c:13]([cH:14][n:15]1)[n:16][cH:17][n:18][c:19]2[NH:20][c:21]1[cH:22][c:23]([Cl:24])[c:25]([Br:26])[cH:27][cH:28]1>C1CCOC1.CC(=O)N(C)C.CO.ClCCl.O.O=C(n1ccnc1)n1ccnc1>[CH3:1][CH2:2][O:3][P:4](=[O:5])([CH2:6][C:7](=[O:8])[NH:9][c:10]1[cH:11][c:12]2[c:13]([cH:14][n:15]1)[n:16][cH:17][n:18][c:19]2[NH:20][c:21]1[cH:22][c:23]([Cl:24])[c:25]([Br:26])[cH:27][cH:28]1)[O:29][CH2:30][CH3:31]\"},\"mapped_reaction_smiles\":\"O[C:7]([CH2:6][P:4]([O:3][CH2:2][CH3:1])(=[O:5])[O:29][CH2:30][CH3:31])=[O:8].[NH2:9][c:10]1[cH:11][c:12]2[c:13]([cH:14][n:15]1)[n:16][cH:17][n:18][c:19]2[NH:20][c:21]1[cH:22][c:23]([Cl:24])[c:25]([Br:26])[cH:27][cH:28]1>C1CCOC1.CC(=O)N(C)C.CO.ClCCl.O.O=C(n1ccnc1)n1ccnc1>[CH3:1][CH2:2][O:3][P:4](=[O:5])([CH2:6][C:7](=[O:8])[NH:9][c:10]1[cH:11][c:12]2[c:13]([cH:14][n:15]1)[n:16][cH:17][n:18][c:19]2[NH:20][c:21]1[cH:22][c:23]([Cl:24])[c:25]([Br:26])[cH:27][cH:28]1)[O:29][CH2:30][CH3:31]\"}",
"reactionStep": {
"id": "sa_6282dbc1f80a793afd6edb05",
"reactionHash": "1f56e7d3b4fca3b4c594afa621535ca930022ba6483a030e25e1f63d62e09e30"
},
"children": [
{
"id": "16765",
"routeId": "sa_ad0185d18b36f0e0f449395b",
"moleculeId": "sa_fb43149e0bfc7f517c31235b",
"parentId": "16764",
"isLeaf": true,
"molecule": {
"id": "sa_fb43149e0bfc7f517c31235b",
"inchikey": "DVQMPWOLBFKUMM-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(CC(=O)O)OCC"
},
"smiles": "CCOP(=O)(CC(=O)O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16766",
"routeId": "sa_ad0185d18b36f0e0f449395b",
"moleculeId": "sa_78a1638db32802cc0e23bbe7",
"parentId": "16764",
"isLeaf": false,
"molecule": {
"id": "sa_78a1638db32802cc0e23bbe7",
"inchikey": "ISNQGBDQNAVVOS-UHFFFAOYSA-N",
"smiles": "Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1"
},
"smiles": "Nc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1",
"reactionStepId": "sa_5c1b21a44d91cd6e1cbbaa0b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031877A1;0281;1831287\",\"rsmi\":\"COc1ccc(C[NH:1][c:2]2[cH:3][c:4]3[c:5]([cH:6][n:7]2)[n:8][cH:9][n:10][c:11]3[NH:12][c:13]2[cH:14][c:15]([Cl:16])[c:17]([Br:18])[cH:19][cH:20]2)cc1>COc1ccccc1.ClCCl.O=C(O)C(F)(F)F>[NH2:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][n:7]1)[n:8][cH:9][n:10][c:11]2[NH:12][c:13]1[cH:14][c:15]([Cl:16])[c:17]([Br:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"COc1ccc(C[NH:1][c:2]2[cH:3][c:4]3[c:5]([cH:6][n:7]2)[n:8][cH:9][n:10][c:11]3[NH:12][c:13]2[cH:14][c:15]([Cl:16])[c:17]([Br:18])[cH:19][cH:20]2)cc1>COc1ccccc1.ClCCl.O=C(O)C(F)(F)F>[NH2:1][c:2]1[cH:3][c:4]2[c:5]([cH:6][n:7]1)[n:8][cH:9][n:10][c:11]2[NH:12][c:13]1[cH:14][c:15]([Cl:16])[c:17]([Br:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_5c1b21a44d91cd6e1cbbaa0b",
"reactionHash": "4fefe0d60ffffaf61821b1dee6e4f83ebcc0383b28012d307ea68d1f03ab587d"
},
"children": [
{
"id": "16767",
"routeId": "sa_ad0185d18b36f0e0f449395b",
"moleculeId": "sa_093da6009475f9815c4591a9",
"parentId": "16766",
"isLeaf": false,
"molecule": {
"id": "sa_093da6009475f9815c4591a9",
"inchikey": "GMMMIWATOPNLFM-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNc2cc3c(Nc4ccc(Br)c(Cl)c4)ncnc3cn2)cc1"
},
"smiles": "COc1ccc(CNc2cc3c(Nc4ccc(Br)c(Cl)c4)ncnc3cn2)cc1",
"reactionStepId": "sa_a5a5d53c6a4cd7d1730b6fe5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160031877A1;0280;1831286\",\"rsmi\":\"F[c:9]1[cH:10][c:11]2[c:12]([cH:13][n:14]1)[n:15][cH:16][n:17][c:18]2[NH:19][c:20]1[cH:21][c:22]([Cl:23])[c:24]([Br:25])[cH:26][cH:27]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH2:8])[cH:28][cH:29]1>CS(C)=O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][n:14]2)[n:15][cH:16][n:17][c:18]3[NH:19][c:20]2[cH:21][c:22]([Cl:23])[c:24]([Br:25])[cH:26][cH:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"F[c:9]1[cH:10][c:11]2[c:12]([cH:13][n:14]1)[n:15][cH:16][n:17][c:18]2[NH:19][c:20]1[cH:21][c:22]([Cl:23])[c:24]([Br:25])[cH:26][cH:27]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH2:8])[cH:28][cH:29]1>CS(C)=O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][c:9]2[cH:10][c:11]3[c:12]([cH:13][n:14]2)[n:15][cH:16][n:17][c:18]3[NH:19][c:20]2[cH:21][c:22]([Cl:23])[c:24]([Br:25])[cH:26][cH:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_a5a5d53c6a4cd7d1730b6fe5",
"reactionHash": "883d23a625a5dd65d7bceb4dea16c44f65284748577e2e1f809c996f39bfe4b7"
},
"children": [
{
"id": "16768",
"routeId": "sa_ad0185d18b36f0e0f449395b",
"moleculeId": "sa_da6a018491abc5c8a1fa3cf3",
"parentId": "16767",
"isLeaf": true,
"molecule": {
"id": "sa_da6a018491abc5c8a1fa3cf3",
"inchikey": "IDPURXSQCKYKIJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN)cc1"
},
"smiles": "COc1ccc(CN)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16769",
"routeId": "sa_ad0185d18b36f0e0f449395b",
"moleculeId": "sa_aa58190e8ee764e76a647655",
"parentId": "16767",
"isLeaf": true,
"molecule": {
"id": "sa_aa58190e8ee764e76a647655",
"inchikey": "PQZLFFGPEXFTEM-UHFFFAOYSA-N",
"smiles": "Fc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1"
},
"smiles": "Fc1cc2c(Nc3ccc(Br)c(Cl)c3)ncnc2cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}